UCSF

ZINC04102315

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
November 7th, 2005 16 No

Popular Name: CERULENIN CERULENIN

Find On: PubMed — Wikipedia — Google

CAS Number: 17397-89-6

Other Names:

(+)-Cerulenin; (2R,3S)-3-nona-4,7-dienoyloxirane-2-carboxamide; 3-(4,7-nonadienoyl)-2-oxiranecarboxamide (ACD/Name 4.0); Cerulenin; Helicocerin

(2R,3S)-2,3-Epoxy-4-oxo-7E,10E-dodecadienamide

(2R,3S)-2,3-Epoxy-4-oxo-7E,10E-dodecadienamide; (2R-(2alpha,3alpha(4E,7E)))-3-(1-Oxonona-4,7-dienyl)oxirane-2-carboxamide; (2S)(3R)-2,3-Epoxy-4-oxo-7,10-dodecadienoylamide; 2,3-Epoxy-4-oxo-7,10-dodecadienamide; 2,3-Epoxy-4-oxo-7,10-dodecadienoylamide; 3-(

(2R,3S)-3-((4E,7E)-Nona-4,7-dienoyl)-oxirane-2-carboxylic acid amide

(2R,3S)-3-((4E,7E)-Nona-4,7-dienoyl)-oxirane-2-carboxylic acid amide; (2R,3S)-3-((4E,7E)-nona-4,7-dienoyl)oxirane-2-carboxamide

(2R,3S)-3-((4E,7E)-nona-4,7-dienoyl)oxirane-2-carboxamide

(2r,3s)-3-(nona-4,7-dienoyl)oxirane-2-carboxamide

(2R,3S)-3-nona-4,7-dienoyloxirane-2-carboxamide

(2R,3S)-3-[(4E,7E)-nona-4,7-dienoyl]oxirane-2-carboxamide

(2R,3S,E,E)-2,3-Epoxy-4-oxo-7,10-dodecadienamide

(2R-(2alpha,3alpha(4E,7E)))-3-(1-Oxonona-4,7-dienyl)oxirane-2-carboxamide

(2S)(3R)-2,3-Epoxy-4-oxo-7,10-dodecadienoylamide

(2S,3R)-2,3-epoxy-4-oxy-7,10-dodecadienoylamide

(2S,3R)-2,3-epoxy-4-oxy-7,10-dodecadienoylamide; CPD-6901; cerulenin

17397-89-6

17397-89-6; C12058; Cerulenin

2,3-Epoxy-4-oxo-7,10-dodecadienamide

2,3-Epoxy-4-oxo-7,10-dodecadienoylamide

3-(1-Oxo-4,7-nonadienyl)oxiranecarboxamide

3-nona-4,7-dienoyloxirane-2-carboxamide

3-[(4E,7E)-nona-4,7-dienoyl]oxirane-2-carboxamide

7,10-DODECADIENAMIDE, 2,3-EPOXY-4-OXO-

AC1L1FI4

AC1L6R79

AC1NQZF4

AC1NS1LT

AC1Q5H5H

Ambotz17397-89-6

Bio2_000478

Bio2_000958

BRD-K52075040-001-02-2

BRD-K52075040-001-03-0

BRD-K52075040-001-04-8

BSPBio_001276

C12058

C2389_SIGMA

Cerulenin, Cephalosporium caerulens

CHEBI:171741

CHEBI:29552

CHEMBL45627

CID272023

CID28517

CID5282054

CID5352018

cis-2-epoxy-4-oxo-7E,10E-dodecadienamide

CPD-6901

DAP000659

DB01034

EINECS 241-424-8

Helicocerin

HMS1362P17

HMS1792P17

HMS1990P17

IDI1_002233

KBio2_000616

KBio2_003184

KBio2_005752

KBio3_001091

KBio3_001092

KBioGR_000616

KBioSS_000616

LS-63388

MFCD00083595

MolPort-003-928-099

NCGC00163492-01

NCGC00163492-02

NCI60_000363

NSC 116069

NSC116069

Oxiranecarboxamide, 3-(1-oxo-4,7-nonadienyl)-, (2R-(2-alpha,3-alpha(4E,7E)))-

Oxiranecarboxamide, 3-(1-oxo-4,7-nonadienyl)-, (2R-(2-alpha,3-alpha(4E,7E)))- (9CI)

Oxiranecarboxamide, 3-(1-oxo-4,7-nonadienyl)-, (2R-(2alpha,3alpha(4E,7E)))-

Oxiranecarboxamide, 3-[(4E,7E)-1-Oxo-4,7-nonadienyl]-, (2R,3S)-

QTL1_000017

SMP1_000098

Download: MOL2 SDF SMILES Flexibase

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 0.50 3.23 -19.57 2 4 0 73 223.272 7 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 1.60e+00 g/l DrugBank-approved
UniProt Database Links FABF_BACSU; FABH_ECO57; FABH_ECOL6; FABH_ECOLI; FABH_HAEIN; FABH_MYCTU; FABH_SPIOL; FABH_STRPN; FAS2_CANPC; FAS2_YEAST; LDB19_YEAST; MCA_MYCTU; OXSM_BOVIN; OXSM_HUMAN; OXSM_MOUSE; PRAF2_BOVIN; PRAF2_HUMAN; PRAF2_MACFA; PRAF2_MOUSE ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
FAS-2-E Fatty Acid Synthase (cluster #2 Of 2), Eukaryotic Eukaryotes 5800 0.46 Binding ≤ 10μM
Q72874-2-V Human Immunodeficiency Virus Type 1 Protease (cluster #2 Of 3), Viral Viruses 2500 0.49 Binding ≤ 10μM
Z50611-3-O Moloney Murine Leukemia Virus (cluster #3 Of 3), Other Other 2700 0.49 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
FAS_HUMAN P49327 Fatty Acid Synthase, Human 5800 0.46 Binding ≤ 10μM
Q72874_9HIV1 Q72874 Human Immunodeficiency Virus Type 1 Protease, 9hiv1 2500 0.49 Binding ≤ 10μM
Z50611 Z50611 Moloney Murine Leukemia Virus 2700 0.49 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Activation of gene expression by SREBF (SREBP)
ChREBP activates metabolic gene expression
Fatty Acyl-CoA Biosynthesis
Vitamin B5 (pantothenate) metabolism

Analogs ( Draw Identity 99% 90% 80% 70% )